Lawesson's reagent → HCID 23289285, compound

HRID 366457Notes

Reaction equation

HRID 366457 reaction equation
[C:1]([O:4][C:5]1[C:10]2[CH2:11][CH2:12][CH2:13][C:14](=O)[NH:15][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1(C)C=CC=CC=1>[C:1]([O:4][C:5]1[C:10]2[CH2:11][CH2:12][CH2:13][C:14](=[S:26])[NH:15][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 22448959HCID 22448959, compound

Product 1

HCID 23289285HCID 23289285, compoundYield 135.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 1,3,4,5-tetrahydro-6-acetoxy-2H-1-benzazepin-2-one (50 mg, 0.23 mmol) and Lawesson reagent (65 mg, 0.16 mmol) in 3 mL of toluene was refluxed for about 1 h. The residue obtained after evaporation of the solvent was chromatographed on silica gel PTLC (5% MeOH--CH2Cl2) to give 51 mg (94%) of 1,3,4,5-tetrahydro-6-acetoxy-2H-1-benzazepin-2-thione; MS 235.

Workup

  1. temperaturewas refluxed for about 1 h
  2. customThe residue obtained
  3. customafter evaporation of the solvent
  4. customwas chromatographed on silica gel PTLC (5% MeOH--CH2Cl2)

Sources & evidence

ORD record
ord-029f2d7774424f75a42acb9381af448e
Source dataset
uspto-grants-2000_10
Patent number
US06130217

Reaction notes

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